Acetic acid 4-(2-acetoxy-propyl)-5-amino-2-methoxy-3-methyl-phenyl ester

Base Information

• Chemical Name: Acetic acid 4-(2-acetoxy-propyl)-5-amino-2-methoxy-3-methyl-phenyl ester
• CAS No.: 207915-85-3
• Molecular Formula: C₁₅H₂₁NO₅
• Molecular Weight: 295.335
• Mol file: 207915-85-3.mol

Synonyms:Acetic acid 4-(2-acetoxy-propyl)-5-amino-2-methoxy-3-methyl-phenyl ester

Chemical Property of Acetic acid 4-(2-acetoxy-propyl)-5-amino-2-methoxy-3-methyl-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid 4-(2-acetoxy-propyl)-5-amino-2-methoxy-3-methyl-phenyl ester

There total 10 articles about Acetic acid 4-(2-acetoxy-propyl)-5-amino-2-methoxy-3-methyl-phenyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

acetic anhydride (108-24-7) + Acetic acid 2-(6-amino-4-hydroxy-3-methoxy-2-methyl-phenyl)-1-methyl-ethyl ester (207915-92-2) → Acetic acid 4-(2-acetoxy-propyl)-5-amino-2-methoxy-3-methyl-phenyl ester (207915-85-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 25 ℃;

DOI:10.1016/S0040-4039(98)00527-9

Reference yield:

2-bromo-6-methylphenol (13319-71-6) → Acetic acid 4-(2-acetoxy-propyl)-5-amino-2-methoxy-3-methyl-phenyl ester (207915-85-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 75 percent / KOH / H₂O / 100 °C

2: 1.) Mg, BH₃; 2.) NaOH, H₂O₂ / 1.) THF, 65 degC; 2.) 25 degC

3: 94 percent / K₂CO₃ / acetone / Heating

4: 85 percent / NBS, HBr / acetonitrile / 25 °C

5: 58 percent / n-BuLi / tetrahydrofuran / from -78 to 25 degC

6: 97 percent / Et₃N, DMAP / CH₂Cl₂ / 25 °C

7: 83 percent / 100percent HNO₃, Ac₂O / acetic acid / 0 °C

8: 95 percent / H₂ / Pd/C / methanol / 25 °C

9: 78 percent / Et₃N, DMAP / CH₂Cl₂ / 25 °C

With dmap; potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; n-butyllithium; borane; hydrogen bromide; hydrogen; dihydrogen peroxide; nitric acid; acetic anhydride; potassium carbonate; magnesium; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; acetone; acetonitrile;

DOI:10.1016/S0040-4039(98)00527-9

Reference yield:

2-methoxy-3-methylphenol (18102-31-3) → Acetic acid 4-(2-acetoxy-propyl)-5-amino-2-methoxy-3-methyl-phenyl ester (207915-85-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 94 percent / K₂CO₃ / acetone / Heating

2: 85 percent / NBS, HBr / acetonitrile / 25 °C

3: 58 percent / n-BuLi / tetrahydrofuran / from -78 to 25 degC

4: 97 percent / Et₃N, DMAP / CH₂Cl₂ / 25 °C

5: 83 percent / 100percent HNO₃, Ac₂O / acetic acid / 0 °C

6: 95 percent / H₂ / Pd/C / methanol / 25 °C

7: 78 percent / Et₃N, DMAP / CH₂Cl₂ / 25 °C

With dmap; N-Bromosuccinimide; n-butyllithium; hydrogen bromide; hydrogen; nitric acid; acetic anhydride; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; acetone; acetonitrile;

DOI:10.1016/S0040-4039(98)00527-9

upstream raw materials:

acetic anhydride

Acetic acid 2-(6-amino-4-hydroxy-3-methoxy-2-methyl-phenyl)-1-methyl-ethyl ester

2-bromo-6-methylphenol

2-methoxy-3-methylphenol